67368-40-5

Usage

Uses

Used in Bioconjugation Chemistry:
Leucine, N-[(4-methylphenyl)sulfonyl]is used as a reagent for bioconjugation, allowing the introduction of specific chemical functionalities or cross-linking groups onto proteins. Its sulfonyl group provides a selective and efficient means for modifying cysteine residues, which is crucial for the development of novel protein conjugates and the study of protein interactions.
Used in Protein Engineering:
In the field of protein engineering, Leucine, N-[(4-methylphenyl)sulfonyl]is employed as a reagent for the selective modification of cysteine residues. This selective modification enables the alteration of protein properties, such as stability, solubility, and activity, facilitating the design of proteins with tailored functions for various applications.
Used in Chemical Synthesis:
Leucine, N-[(4-methylphenyl)sulfonyl]is utilized in chemical synthesis as a reagent for the modification of amino acids, peptides, and proteins. Its ability to react specifically with certain functional groups makes it a valuable component in the synthesis of complex organic molecules and the development of new chemical entities with potential applications in various industries.
Used in Protein Labeling Studies:
Leucine, N-[(4-methylphenyl)sulfonyl]is used as a reagent in protein labeling studies, where it can be employed to introduce specific chemical functionalities onto proteins. This allows for the tracking and visualization of proteins within biological systems, providing valuable insights into protein localization, dynamics, and interactions.

Upstream product

• 134452-31-6 (S)-N-tosyl-α'-isobutyl-α-furfuryl amine 
• 2666-93-5 (S)-Leu-OMe 
• 98-59-9 p-toluenesulfonyl chloride 
• 68305-83-9 N-Tosyl-DL-leucin-methylester 
• 1888-75-1 isopropyllithium 
• 88452-86-2 (2S)-N-para-toluenesulfonylaziridine-2-carboxylic acid 
• 103-71-9 phenyl isocyanate 
• 328-39-2 LEUCINE 
• 328-38-1 (R)-leucine 
• 70-55-3 toluene-4-sulfonamide 
• 816-66-0 4-methyl-2-oxopentanoic acid 
• 61-90-5 L-leucine 
• 104-15-4 toluene-4-sulfonic acid 
• 134340-66-2 N-tosyl-α'-isobutyl-α-furfuryl amine 

Downstream Products

• 61341-05-7 N-tosylleucine acid chloride 
• 65919-34-8 N-(toluene-4-sulfonyl)-L-leucine thiazol-2-ylamide 
• 51220-84-9 (S)-methyl 4-methyl-2-(4-methylphenylsulfonamido)pentanoate 
• 78768-46-4 (S)-4-Methyl-2-(toluene-4-sulfonylamino)-pentanoic acid (1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)-amide 
• 84708-70-3 (+)-9-(N-tosyl-L-leucyl)carbazole 
• 130748-67-3 (2S)-N-(4-methylbenzene)-1-sulfonoamido-4-methylpentan-1-ol 
• 64143-96-0 N-methyl-N-tosyl-L-leucine 
• 138695-77-9 7-<(N-tosylleucyl)amino>-4-chloro-3-methoxyisocoumarin 
• 1232168-38-5 C₁₅H₂₄N₂O₄S 
• 1239474-85-1 1-[(3S)-6-chloro-1,2,3,4-tetrahydroquinolin-3-yl]-N,N-dimethylmethanamine N-[(4-methylphenyl)sulfonyl]-L-leucine salt 

Relevant academic research and scientific papers

Synthesis, molecular docking and pharmacological investigation of some 4-methylphenylsulphamoyl carboxylic acid analogs

Compounds bearing sulphonyl and amino acid moieties are considered the basis for sulfa drug development. The synthesis of 4-methylphenylsulphamoyl carboxylic acids and the evaluation of their pharmacological activities are reported. The synthesis of these

Diverse structural assemblies of U-shaped hydrazinyl-sulfonamides: experimental and theoretical analysis of non-covalent interactions stabilizing solid state conformations

The present study describes the synthesis of five new hydrazinyl-sulfonamide derivatives incorporating linear and branched alkyl chains. An efficient and straightforward synthetic approach was used to achieve these sulfonamide compounds in good yields. Th

Pd(ii)-Catalyzed aerobic 1,2-difunctionalization of conjugated dienes: Efficient synthesis of morpholines and 2-morpholones

A novel and efficient methodology concerning the Pd(ii)-catalyzed intermolecular difunctionalization of conjugated dienes is reported to synthesize a series of functionalized morpholines and 2-morpholones. Widely distributed and easily obtained β-amino alcohols and α-amino acids, as starting nitrogen and oxygen sources, are successfully applied in the difunctionalization of conjugated dienes respectively. The majority of the desired products were obtained in moderate to excellent yields. Oxygen was successfully employed as a terminal oxidant. Further transformation of the generated products allowed for the expansion of structural diversity.

Novel Phenoxazinones as potent agonist of PPAR-α: Design, synthesis, molecular docking and in vivo studies

Background: The use of statin, a 3-hydroxy-3-methylglutaryl coenzyme A reductase inhibitor for the treatment of dyslipidemia has been associated with dose limiting hepatoxicity, mytotoxicity and tolerability due to myalgias thereby necessitating the synthesis of new drug candidates for the treatment of lipid disorder. Methods: The reaction of appropriate benzenesulphonamide with substituted phenoxazinone in the presence of phenylboronic acid gave the targeted compounds. The molecular docking study were carried out using autodock tool against peroxisome proliferator activated receptor alpha. The in vivo lipid profile were assayed using conventional methods. The kidney and liver function test were carried out to assess the effect of the derivatives on the organs. The LD50 of the most active derivatives were determined using mice. Results: The targeted compounds were successfully synthesized in excellent yields and characterized using spectroscopic techniques. The results of the molecular docking experiment showed that they were good stimulant of peroxisome proliferator activated receptor alpha. Compound 9f showed activity at Ki of 2.8 nM and binding energy of 12.6 kcal/mol. All the compounds tested reduced triglyceride, total cholesterol, low density lipoprotein cholesterol and very low density lipoprotein cholesterol level in the mice model. Some of the reported compounds also increased high density lipoprotein cholesterol level in the mice. The compounds did not have appreciable effect on the kidney and liver of the mice used. The LD50 showed that the novel compounds have improved toxicity profile. Conclusion: The synthesis of fifteen new derivatives of carboxamides bearing phenoxazinone and sulphonamide were successful. The compounds possessed comparable activity to gemfibrozil. The reported compounds had better toxicity profile than gemfibrozil and could serve as a replacement for the statins and fibrate class of lipid agents.

Metal complexes of tosyl sulfonamides: Design, X-ray structure, biological activities and molecular docking studies

The present study reports the synthesis of Zn(ii) complexes of tosyl sulfonamide derivatives obtained by the reaction of tosyl chloride with l-amino acids. The ligands and their complexes were characterized by IR, 1H and 13C-NMR, GC-

PROLINAMIADE DERIVATIVES AS THROMBIN INHIBITOR, PREPRARATION METHOD AND APPLICATION THEREOF

Provided are a compound of formula (I), pharmaceutically acceptable salts thereof, preparation methods and applications thereof for inhibiting thrombin, and applications in the treatment and prevention of thrombin-mediated and thrombin-related diseases.

Synthesis of α-amino acids by reaction of aziridine-2-carboxylic acids with carbon nucleophiles

A variety of homochiral α-amino acids have been prepared in good yield via regioselective reaction of higher order cuprates with (2S)-N-para-toluenesulfonylaziridine-2-carboxylic acid 4. The reaction was much less regioselective and low yielding when higher order cuprates were reacted with the more hindered aziridine carboxylic acid 30, the principal products being protected β-amino acids. Reaction of lithium trimethylsilylacetylide with the aziridine acid 30, however, gave a protected α-amino acid which was converted to the protected isoleucine ester 37. The Royal Society of Chemistry 2006.

Enzymatic approach to both enantiomers of N-Boc hydrophobic amino acids

Protease catalysed hydrolysis of N-Boc-amino acid esters allows us to obtain N-Boc l-acids and d-esters of amino butanoic acid, nor-leucine, nor-valine, leucine and t-leucine in excellent ee. The reaction occurs in short reaction times and high concentrations. When a biphasic system (buffer-MTBE) is employed, a strong solvent effect is observed. This method could be of significance for the preparation of d-t-leucine, for which a practical method is currently unavailable.

Asymmetric hydrogenation of N-sulfonylated-α-dehydroamino acids: Toward the synthesis of an anthrax lethal factor inhibitor

(Chemical Equation Presented) A novel and highly enantioselective Ru-catalyzed hydrogenation of N-sulfonylated-α-dehydroamino acids has been discovered and demonstrated in the synthesis of an anthrax lethal factor inhibitor (LFI). Herein, this methodology is used to prepare N-sulfonylated amino acids in up to 98% ee. This unprecedented hydrogenation uses a chiral Ru catalyst rather than Rh as typical for acylated dehydroamino acids and esters, and this work reports the first asymmetric hydrogenation of a tetrasubstituted dehydroamino acid derivative using a Ru catalyst.

PROCESS FOR MAKING N-SULFONATED-AMINO ACID DERIVATIVES

This invention relates to a process for preparing optically active α -amino acid substrates which are used to make potent lethal factor (LF) inhibitors for the treatment of anthrax. This invention further relates to a process for synthesis of potent LF-inhibitors for the treatment of anthrax. Specifically, the invention concerns a novel, high-yielding and highly enantioselective asymmetric hydrogenation reaction of a tetrasubstituted ene-sulfonamide acid or ester.